Esters of unsaturated acids



Patented Aug. 14, 1928.

UNITED STATES P TE T OFF-VICE.-

WALTER Mmmcn, or iMONTREUX, SWITZERLAND; nssrouon'ro SOCIETY or CHEMICAL mnusmmr IN BASLE, or BASEL, SWITZERLAN ns'rlins'or uusnruimrnn ACIDS. 1

No Drawing. Original application filed November 10, 1924,'Seria1 no." Mama and in Switzerland November 19, 1923. Divided and this application filed February 3, 1928. swarm). 251,753.'

10 formula:

Recon wherein R stands for a low aliphatic hydrocarbon-radical carrying at least one double l5 linkage.

By a low aliphatic hydrocarboniadical I understand a radical containing less than ten atoms of carbon. As an example of such an acid there may he named crotonic acid. Instead of the acids themselves also their derivatives. such as halides or anhydrides, .may be condensed with cholesterol; 011 the other hand, instead of cholesterol itself, also its halides may be brought to reaction with the above named acids.

Example.39 parts by Weight'ofcholesterol and 11 parts of crotonic acid chloride are heated. together in a reflux apparatus in an oil bath at 160 C. until there is no fur? the r evolution .of hydrogen chloride. The 80 reaction product is then recrystallized from 800 arts of boiling alcohol after addition of deco orizing charcoal. The -pureester forms a waxy crystalline powder. Itbegins to soften at 90 0., but does not melt to a clear 85 I li uid until 149 C. On cooling it shows a sp endid play of color. Y a

What I claim is a I As 'new articles of manufacture useful in therapeutics the herein described esters of cholesterol with unsaturated acids of the general formula:

nc ooH wherein R stands for a low aliphatic hydro- 45' carbon-radical carrying at least onedouble linkage.

- In witness whereof I have hereunto siigned my name this 19th day of January i' WALTER MINNIGH. 

